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Azole-Directed Cobalt-Catalyzed Asymmetric Hydrogenation of Alkenes. | LitMetric

Azole-Directed Cobalt-Catalyzed Asymmetric Hydrogenation of Alkenes.

Chemistry

Shanghai Key Laboratory for Molecular Engineering of Chiral Drugs, School of Pharmacy, Shanghai Jiao Tong University, 800 Dongchuan Road, Shanghai, 200240, P. R. China.

Published: August 2022

AI Article Synopsis

  • The azole-directed cobalt-catalyzed asymmetric hydrogenation efficiently produces chiral pyrazole compounds with yields of nearly 100% and outstanding enantioselectivities (up to 99% ee) under mild conditions.
  • The reaction can be scaled up to gram amounts, achieving a turnover number (TON) of up to 2000.
  • This method shows practical applications, like adding β-chirality to drug intermediates with an azole ring.

Article Abstract

The azole-directed cobalt-catalyzed asymmetric hydrogenation of alkenes has been developed with high efficiency. With this approach, chiral pyrazole compounds were obtained in quantitative yields and excellent enantioselectivities (up to 99 % ee) under mild conditions, and the hydrogenation was conducted on a gram scale with up to 2000 TON. Several useful applications were demonstrated including the convenient introduction of β-chirality to a drug intermediate containing an azole ring.

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Source
http://dx.doi.org/10.1002/chem.202201517DOI Listing

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